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Volumn 1, Issue 3, 1999, Pages 499-502

A new enantioselective total synthesis of Al-77-B

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EID: 0001071426     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990102y     Document Type: Article
Times cited : (43)

References (47)
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    • note
    • 1H NMR (400 MHz). 3: δ 2.46 (3H, s), 6.42 (1H, t, J = 1.0 Hz), 7.06 (1H, t, J = 8.1 Hz), 7.32, 7.34 (each 1H, dd, J = 8.1, 1.0 Hz). 4: δ 2.42 (3H, s), 6.32 (1H, d, J = 0.7 Hz), 7.28 (1H, ddd, J = 8.3, 1.4, 0.7 Hz), 7.30 (1H, d, J = 8.3 Hz), 7.55 (1H, dd, J = 1.4, 0.7 Hz).
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    • note
    • 2, 12 was obtained in only 50% yield, along with 48% of the aromatic chlorinated compounds.
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    • note
    • 1c the free amine of 14 was readily isomerized to the corresponding seven-membered lactam 14a. This tendency significantly decreased the product yield when the condensation of 14 with 20 was conducted at room temperature. (formula presented)
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    • 1c We also thank Professor Y. Hamada (Chiba University) for providing proton and carbon NMR spectra of authentic 1.


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